
House holiday rentals in Chesterfield
Find and book unique houses on Airbnb
Quick stats about house rentals in Chesterfield

Total holiday rentals
Explore 80 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 4,380 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Chesterfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesterfield rentals

4.8 Average rating
Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Chesterfield
Guests agree: These houses are highly rated for location, cleanliness and more.

The Old Coach House. 5-star. Parking. EV charger.
“Loved staying here”. Off street parking. Ultra fast WiFi. Perfectly located in leafy Nether Edge village, 10 minutes from city centre and Peak District. Near to local shops, pubs, cafés and restaurants. Everything you need for the perfect stay: Private off-street parking: Yes. Big comfortable beds: Yes. Powerful shower: Yes. Washing machine: Yes. New kitchen: Yes. Spotlessly clean: Yes. Ultra-fast 1GB fibre optic broadband/Wi-Fi: Yes. Ev charger: Yes. Charm, character, history? Yes. Yes. Yes!
FamilyValueParking

Panoramic views, Spring Lambs, Bakewell Chatsworth
The Garden Nook offers complete privacy and is located in a perfect spot for everything. Newly converted and set within 55 acres of impressive private land, gardens, and fruit orchards. A rejuvenating location to unwind and reconnect with nature in such a tranquil environment. The comfy contemporary haven with tasteful decoration, stylish furniture, and spectacular views is the perfect place to relax. Watching lambs skipping around the orchard is a delightful bonus! Tractor experiences available
ValueFamilyHospitality

The Stables House, Lomberdale Hall. 4 to 7 guests
Spacious detached private house, 3,000 sq ft/ 275 sq m. Own drive. 3 acres of grounds. Log burner (fuel provided) Front, back and garden doors; Entrance hall, sweeping staircase, beautiful sitting room, library stuffed with books, 3 large bedrooms (Vispring beds) plus 3 fab bathrooms with baths & separate showers - plus a single bed downstairs. Warm kitchen, utility room & larder. Antique furniture, lovely curtains. Perfect for families, couples, groups. Walking galore! 3 Pubs in the village.
ValueLocationBiking

Bright - 2 Bedroomed House in Derbyshire
Your family will be close to everything when you stay at this centrally located town house within walking distance from Chesterfield's iconic market town. This 2 bedroomed modern home has everything you need and is the perfect base for visiting all the local attractions Derbyshire has to offer. Right on the edge of the Peak District it boasts a 20 minute drive to Chatsworth House and many more. Along with all the wonderful bars, restaurants, gift & coffee shops all within walking distance.
ValueLocationNearby

The Long Hall 2 bed ground floor annexed apartment
Long Hall has been lovingly converted into a 6-person, ground floor, annexed apartment, within a quiet housing estate, a short distance from the Peak District. Two large double bedrooms, with rainfall shower en-suites, and a large open-plan living area dining and kitchen area and a large, shared enclosed patio and garden area Long Hall suits leisure and tourist staycations, as well as trade or professional workers, who wish for a home from home. SKY Sports and Movies included
FamilyValuePets

Bridgefoot Cottage - Wild Swimming & Hot Tub
Bridgefoot is a beautiful 17th century cottage situated in the Peak District. Guests have full use of the property including a modern, fully equipped kitchen, perfect for entertaining. There is also an exceptionally comfy and cosy sitting room, equipped with 2 sofas (one of which is a double sofa bed) a log burner and a Smart TV. The master bedroom boasts a luxurious four poster bed and an ensuite bathroom. Next door is a spacious second bedroom with two comfortable single beds.
LocationFamilyHospitality

Chert Cottage, Great Longstone, Bakewell Peak Dist
Chert Cottage is a delightful and private two bedroomed detached cottage in the centre of Great Longstone. The cottage sits off the road with its own drive, great gardens and private patio, along with ample private parking. Well behaved pets are welcome. All of this in the wonderfully picturesque Peak District village of Great Longstone, just minutes from the Monsal trail and Chatsworth House. Bakewell is also close by, along with lots of walking opportunities.
LocationValueDecor

Peaceful hideaway Baslow Chatsworth, Peak District
Gorse Ridge End is a fresh and airy bungalow superbly situated in the beautiful village of Baslow in the heart of the stunning Peak District National Park. Within walking distance of the Chatsworth Estate, excellent village pubs, restaurants and dramatic gritstone crags and moorlands. In a peaceful village location away from the main road with private garden and plenty of off road parking, this 2 bedroom property provides a tranquil base for a couple or a family.
FamilyLocationNearby

The Little Lodge
Kick back and relax in this calm, stylish space. The Little Lodge is a brand new renovated annex attached to a charming Victorian Lodge from the 1800s. Situated in a picturesque and peaceful conservation area on a private road in the leafy suburb of Ranmoor Sheffield. The Little Lodge is only 15minutes away from Sheffield's main train station and sits of the foothills of South Yorkshire's famous Peak District. Ideal for a city break or a Rambler's retreat.
ValueFamilyQuiet

Spacious Scandinavian style hideaway with log fire
The property is in a delightful and secluded position on the south facing side of Darley Hillside with views over the valley. The main living area is on the upper floor, accessed directly from the driveway and car-port via a hallway leading to the master bedroom and ensuite; living room with open log fire, dining area and internal balcony access to 2-storey atrium complete with spiral staircase; cloakroom; toilet, and kitchen with tree top external terrace.
ValueLocationIndoor spaces

Lovely house Eckington Sheffield
Enjoy a peaceful stay in a stylish double room within a characterful Victorian house in the heart of Eckington, Sheffield. This cosy little home will be entirely yours during your stay, offering both comfort and privacy. Your host, Steven, will warmly welcome you on arrival and ensure you’re settled in. Whether you’re visiting for business, leisure, or a countryside getaway, this charming home is a perfect base.
FamilyValueWalkability

Exclusive Detached Retreat+Games Room M1J35 1.5m
A unique duplex property that has a fully furnished games room complete with snooker table, professional air hockey table, surround sound cinema system with a self contained upstairs living space equipped to a high standard. Located in the heart of Ecclesfield you are a short distance from local amenities, woodland walks, pubs and cafes but also only a short distance to the vibrant nightlife in Sheffield. .
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Popular amenities for Chesterfield house rentals
House rentals with a pool

Charming 6-Bedroom Winster Village, Peak District
FamilyLocationQuiet

Large Modern Décor 3 Bed with Driveway & Garden
ValueLocationOutdoor spaces

Ashbourne Cottage near Dovedale
LocationFamilyHospitality

Butler's Quarters
FamilyOutdoor spacesSleep quality

Haddon F'house - shared heated pool & games room
FamilyLocationPool

The Manor House
LocationFamilyComfort

Sleeps 18. 6 Bedrooms, Indoor pool and hot tub.
FamilyValueWalkability

Pippinwell
LocationFamilyCleanliness
Weekly house rentals

Willow Cottage Newly renovated quaint cottage
LocationValueCondition

Cosy house with spectacular views in Matlock
ValueLocationComfort

Fox Cottage at Yew Tree Farm
LocationValuePets

Peak District Home from Home!
LocationValueSleep quality

Beautiful Barn surrounded by open countryside
FamilyLocationGetting around

Pear Tree Lodge with private HOT TUB and garden
ValueFamilyHiking

Oakdale - Our Quest retreat
ValueLocationLaundry

The Old Timber Store - tiny home in a village
ValueFamilyCheck-in
Private house rentals

Close to town, hot tub retreat!
FamilyValueAmenities

The Cow Shed at Dale House Farm
FamilyLocationAmenities

"The Barn” at Stoop Farm
ValueLocationBiking

9NQS A comfortable home in Chesterfield
FamilyLocationDecor

Home in Chesterfield
FamilyLocationAmenities

Charming 18th century stone cottage
ValueFamilyKitchen

The Entire Coach House at Middleton Hall
LocationValueRiver

Quince Cottage
LocationFamilyBathroom
When is the best time to visit Chesterfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $199 NZD | $202 NZD | $207 NZD | $204 NZD | $200 NZD | $231 NZD | $200 NZD | $214 NZD | $194 NZD | $202 NZD | $189 NZD | $200 NZD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Destinations to explore
- Peak District National Park
- Alton Towers
- Etihad Stadium
- Chatsworth House
- Heaton Park
- Didsbury Village
- Donington Park Circuit
- Lincoln Castle
- Harewood House
- Tatton Park
- Yorkshire Wildlife Park
- Bramham Park
- Manchester Central Convention Complex
- Belvoir Castle
- Wythenshawe Park
- Temple Newsam Park
- Mam Tor
- Bowlers Exhibition Centre
- AO Arena
- Loughborough University
- Yorkshire Sculpture Park
- Meadowhall
- MediaCityUK
- Sheffield City Hall





